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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592173Generated: November 3, 2026

Sodium hydride → HCID 22599740, compound

https://huagongshe.com/reaction/1592173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Bromo-2-butyneHCID 2756862—
ReactantHCID 22599864HCID 22599864—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22599740HCID 2259974075.6%

Reaction Steps

In 5 ml of tetrahydrofuran were dissolved 164 mg of 4-(2-butynyloxy)-6-(isopropylamino)pyrimidine and 106 mg of 1-bromo-2-butyne, to which 40 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 6 hours. Then, ice water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to preparative silica gel thin layer chromatography to give 155 mg of 4-(2-butynyloxy)-6-(N-(2-butynyl)-N-isopropylamino)pyrimidine (the present compound (107)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-6a80dd32afd2449fb515aa87f80fdee1
Source noteuspto-grants-2007_11